Synthesis and spectroscopic studies of some new substituted 6H‐indolo[2,3‐b]quinoxalines

Abstract

Six substituted 6H‐indolo[2,3‐b]quinoxalines were synthesized by the interaction o‐phenyl‐enediamine with substituted isatins. The uv, ir and nmr spectral data for the compounds synthesized are presented and discussed.

Click synthesis of novel 6-((1H-1,2,3-triazol-4-yl)methyl)-6H-indolo[2,3-b]quinoxalines for in vitro anticancer evaluation and docking studies

“…The target compounds could be synthesized through two pathways (A and B). The first pathway (A) included the condensation of indoline-2,3-dione (Isatin) 1 with o -phenylenediamine 2 to give 6 H -indolo[2,3- b ]quinoxaline 3 , 53 which in turn alkylated with propargyl bromide to form compound 6-(prop-2-yn-1-yl)-6 H -indolo[2,3- b ]quinoxaline 4 . 54 The latter compound was treated with substituted azides 6–13 55 a to give compounds 22–29 .…”

“…6H-Indolo [2,3-b]quinoxaline derivatives were prepared via the condensation of 1,2-diaminobenzene with isatin; these compounds combine the properties of both indoles and quinoxalines. 19,20 There is a structural similarity between 6H-indolo [2,3-b]quinoxalines and ellipticine, a naturally occurring alkaloid that is a known antitumor agent. 21 Indolo [2,3-b]quinoxalines have important applications in materials sciences; for example, push-pull systems based on such kinds of scaffolds have been used in various optoelectronic devices such as sensitizers, semiconductors, and light-emitting materials.…”

Design of Dyes Based on the Quinoline or Quinoxaline Skeleton towards Visible Light Photoinitiators

“…The methods for synthesizing the tested compounds described in this work, although based on literature data, have been modified and improved for simplicity. The available literature describes their syntheses based on other reagents or other solvents with different yields [74,75]. In some cases, other techniques were also used, e.g., microwave [76,77].…”

Efficient methods for the synthesis of spiroheterocyclic systems based on 4,4,6-trimethyl-4H-pyrrolo[3,2,1-ij]quinoline-1,2-diones

“…For example, the attack of such dinucleophiles as o phenylenediamine and o amino(thio)phenol can be directed not only on the  carbonyl group, but also on the  carbonyl one; besides, the indole ring can undergo the opening reaction. [12][13][14][15][16][17][18][19][20] The chemoselectivity of the process depends on the nature and amount of the agent, solvent, and temperature, as well as on the presence and the character of substituents in the starting isatin.…”